Synthesis and X-ray single crystal structure of first aromatic ortho-di-tert-butyl azolo[1,2,4]triazine |
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| Authors: | Sergey M Ivanov Igor B Sivaev |
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| Institution: | 1. N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Moscow, Russia;2. A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences, Moscow, Russia |
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| Abstract: | Oxidation of 3,4-di-tert-butyl-8-methyl-1,4-dihydropyrazolo5,1-c]1,2,4]triazine with NBS/K2CO3 furnished 3,4-di-tert-butyl-8-methylpyrazolo5,1-c]1,2,4]triazine, a mildly strained heteroaromatic compound. X-Ray single crystal diffraction analysis indicated that the conjugated 1,2,4-triazine ring adopts a twist-boat configuration, while the two t-Bu substituents are located on the opposite sides of the azole plane. The related 3-tert-butyl-4-(o-C-carboranyl)-8-methyl-1,4-dihydropyrazolo5,1-c]1,2,4]triazine was also synthesized, however, its oxidative aromatization was unsuccessful. |
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